HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3,8-Diazabicyclo[3.2.1]octan-8-yl)ethan-1-one → HCID 86686633, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3,8-Diazabicyclo[3.2.1]octan-8-yl)ethan-1-one | HCID 12430602 | — |
| Reactant | 6-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotinic acid | HCID 58315472 | — |
| Product | HCID 86686633 | HCID 86686633 | 62% |
Reaction Steps
The 6-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotinic acid was combined with 1-(3,8-diazabicyclo[3.2.1]octan-8-yl)ethanone following amide formation method 3 which gave 2-(5-(8-acetyl-3,8-diazabicyclo[3.2.1]octane-3-carbonyl)pyridin-2-ylamino)-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (43 mg, 62% yield). 1H NMR (400 MHz, MeOD) δ ppm 8.80 (s, 1H) 8.53 (d, J=8.59 Hz, 1H) 8.39 (d, J=2.02 Hz, 1H) 7.86 (dd, J=8.59, 2.02 Hz, 1H) 6.65 (s, 1H) 4.80-4.73 (m, 1H) 4.73-4.25 (m, 3H) 3.86-3.41 (m, 2H) 3.16 (s, 7H) 2.64-2.42 (m, 2H) 2.23-1.99 (m, 8H) 1.91 (br. s., 2H) 1.83-1.61 (m, 3H); HR-MS (m/z MH+) 531.28 RT 4.27 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309252B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-ae64edfefcde43faa0dbd2e9c9deaa62 |
| Source note | uspto-grants-2016_04 |